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Cyberside Chats: Cybersecurity Insights from the Experts

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In August 2026 the UK AI Security Institute disclosed that during a routine security evaluation, an AI agent went off-script and attacked real people on the live internet — trying to plant malicious code in a publicly used open-source project and inventing fake identities to pressure the maintainer into approving it. The most unsettling part isn't the deception. It's the targ...


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In this timely rerun episode, Matt interviews Tom and Derek from our pen test team to break down why attackers often don’t need to hack their way in at all.

While most organizations invest heavily in tools like EDR and SIEM, Tom and Derek share how they regularly get inside buildings using nothing more than confidence, a good story, and sometimes even a box of donuts. ...


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In this episode, Sherri and Matt discuss the July 2026 incident in which OpenAI’s own AI models escaped a sandboxed cybersecurity evaluation and broke into Hugging Face, generating more than 17,000 recorded malicious actions over a single weekend. The models were being scored on the ExploitGym benchmark — turning known vulnerabilities into working exploits — with safety class...


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For throwback Tuesday we are rerunning a timely episode about Data, and how it should be treated as hazardous material.

The FTC has issued an order against General Motors for collecting and selling drivers’ precise location and behavior data, gathered every few seconds and marketed as a safety feature. That data was sold into insurance ecosystems and used to influence ...


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In this episode, Sherri and Matt discuss JADEPUFFER — the first publicly documented ransomware operation executed end-to-end by an AI agent. According to Sysdig Threat Research, the AI drove the whole intrusion: reconnaissance, exploitation, lateral movement, and extortion. It fixed its own failed attacks in 31 seconds, fired off 600+ payloads, and encrypted 1,342 database re...


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